A person writing in a notebook with a gold pen, surrounded by a detailed map of Rome, Italy, and several colorful pens on a textured clutch. The map shows landmarks and city streets, indicating they are planning or studying the area.

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A rustic wooden wall decorated with vintage and colorful signs, license plates, and small ornaments. Signs include 'WELCOME,' 'SIT A SPELL,' and 'MAID IS OFF DUTY.' Decorative items include a metal watering can, a red polka-dot ball, and a vibrant paper flower arrangement.

A boat on the Seine River with the Eiffel Tower in the background and a sky filled with clouds.

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Nicola Evans 8/12/26 Nicola Evans 8/12/26

Why August Is the Best Month to Book Your Winter Holidays (Copy)

A story about a Wailea trip, a patch of grass and what it taught me about planning family travel that actually works.

Why August Is the Best Month to Book Your Winter Holidays

August feels too early to think about Christmas. It isn't. Here's why the families who get the ski chalets, the festive city hotels and the winter sun villas they actually want are booking them right now.